sounds like fun. But, for DXCC, your QSOs do not count for anyone else, and you really can't earn an official DXCC from all of your operations combined.

However, for CQ Magazine's Grid Fields award http://www.cq-amateur-radio.com/cq_awards/cq_dx_awards/cq_dx_field_award/cq_field_award_rules.pdf you could be in valuable places! Also, if you operate VHF or the satellites, your grid squares could be highly sought!

You are doing the correct thing with your station locations in LoTW too. Each new grid square should have a new Station Location set-up in TQSL.